Abstract
Coumarin-3-carboxylic acids were obtained in high yields with excellent purity from ortho-hydroxybenzaldehydes and Meldrum's acid after a 2 h reflux in ethanol. The less reactive ketones were first reacted with alcoholic ammonia to form ketimines, which were then condensed with Meldrum's acid to generate 4-alkylcoumarin-3-carboxylic acids in moderate yields.
| Original language | English (US) |
|---|---|
| Pages (from-to) | 1755-1758 |
| Number of pages | 4 |
| Journal | Tetrahedron Letters |
| Volume | 44 |
| Issue number | 9 |
| DOIs | |
| State | Published - Feb 24 2003 |
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Keywords
- Coumarin-3-carboxylic acids
- Knoevenagel condensation
- Meldrum's acid
ASJC Scopus subject areas
- Biochemistry
- Organic Chemistry
- Drug Discovery
Cite this
A convenient synthesis of coumarin-3-carboxylic acids via Knoevenagel condensation of Meldrum's acid with ortho-hydroxyaryl aldehydes or ketones. / Song, Aimin; Wang, Xiaobing; Lam, Kit.
In: Tetrahedron Letters, Vol. 44, No. 9, 24.02.2003, p. 1755-1758.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - A convenient synthesis of coumarin-3-carboxylic acids via Knoevenagel condensation of Meldrum's acid with ortho-hydroxyaryl aldehydes or ketones
AU - Song, Aimin
AU - Wang, Xiaobing
AU - Lam, Kit
PY - 2003/2/24
Y1 - 2003/2/24
N2 - Coumarin-3-carboxylic acids were obtained in high yields with excellent purity from ortho-hydroxybenzaldehydes and Meldrum's acid after a 2 h reflux in ethanol. The less reactive ketones were first reacted with alcoholic ammonia to form ketimines, which were then condensed with Meldrum's acid to generate 4-alkylcoumarin-3-carboxylic acids in moderate yields.
AB - Coumarin-3-carboxylic acids were obtained in high yields with excellent purity from ortho-hydroxybenzaldehydes and Meldrum's acid after a 2 h reflux in ethanol. The less reactive ketones were first reacted with alcoholic ammonia to form ketimines, which were then condensed with Meldrum's acid to generate 4-alkylcoumarin-3-carboxylic acids in moderate yields.
KW - Coumarin-3-carboxylic acids
KW - Knoevenagel condensation
KW - Meldrum's acid
UR - http://www.scopus.com/inward/record.url?scp=0037463416&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=0037463416&partnerID=8YFLogxK
U2 - 10.1016/S0040-4039(03)00108-4
DO - 10.1016/S0040-4039(03)00108-4
M3 - Article
AN - SCOPUS:0037463416
VL - 44
SP - 1755
EP - 1758
JO - Tetrahedron Letters
JF - Tetrahedron Letters
SN - 0040-4039
IS - 9
ER -